Iodine assisted palladium catalyzed ring opening of bicyclic hydrazines with organoboronic acids: stereoselective synthesis of functionalized cyclopentenes and alkylidene cyclopentenes

被引：34

作者：

Anas, S. ^{[1
]}

John, Jubi

Sajisha, V. S.

John, Joshni

Rajan, Rani

Suresh, E.

Radhakrishnan, K. V.

机构：

[1] Natl Inst Interdisciplinary Sci & Technol, Chem Sci & Technol Div, Organ Chem Sect, Trivandrum 695019, Kerala, India

[2] Cent Salt & Marine Chem Res Inst, Anal Sci Discipline, Bhavnagar 364002, Gujarat, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 24期

关键词：

D O I：

10.1039/b714921b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel reactivity of organoboronic acids with bicyclic hydrazines leading to the stereoselective formation of trans-vicinal disubstituted cyclopentenes in good to excellent yield is discussed. The reaction of cyclopentadiene and fulvene derived azabicyclic alkenes with organoboronic acids afforded the trans-3,4-disubstituted cyclopentenes and alkylidene cyclopentenes in good to excellent yields. The products, having a broad range of substituents, are important intermediates in the synthesis of a number of pharmaceutically important molecules.

引用

页码：4010 / 4019

页数：10

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